It helps if you phrase the question openly, not obviously fishing for a yes-or-no answer. Or, if you have to ask for a yes-or-no question, make it sound like you're obviously expecting the answer that's actually less likely, so the AI will (1) either be more willing to argue against it, or (2) provide good arguments for it you might not have considered, because it "knows" the answer is unexpected and it wants to flatter your judgment.